2-(Trimethylsilyl)ethanol (HCID 18013)

Namen und Bezeichner

Bevorzugter Name: 2-(Trimethylsilyl)ethanol
IUPAC: 2-trimethylsilylethanol
Lokaler Name: 2-(Trimethylsilyl)ethanol
Englischer Name: 2-(Trimethylsilyl)ethanol
Summenformel: C5H14OSi
Molmasse: 118.25

Namen und Synonyme

2-(Trimethylsilyl)ethanol2916-68-9ETHANOL, 2-(TRIMETHYLSILYL)-GF24TDM0VONSC-96784DTXSID80183421RefChem:849112-TMSEDTXCID90105912220-844-5(2-Hydroxyethyl)trimethylsilane2-trimethylsilylethanol

Weitere Namen anzeigen

trimethylsilylethanolDK254DK717DKSI0330.825 g/MLDKFELEX01842-(TrimethyLTIMTEC-BB SBB009030

2-(trimethylsilyl)ethan-1-ol2-HYDROXYETHYLTRIMETHYLSILANESilane, (2-hydroxyethyl)trimethyl-C5H14OSi2-(trimethylsily)ethanolMFCD000028252-Trimethylsilanyl-ethanol2-(trimethylsilyl)-ethanol

Datenbank-Bezeichner

CAS: 2916-68-9
PubChem CID: 18013
DTXSID: DTXSID80183421
ChEMBL: CHEMBL25482
UNII: GF24TDM0VO
EC Number: 220-844-5
Nikkaji: J49.849A

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 20,2 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 2
Schwere Atome: 7
Formalladung: 0
Komplexität: 46,5

Experimentelle und physikochemische Eigenschaften

SpringerMaterials Properties29Si nuclear magnetic resonance spectrum

Physikochemische Eigenschaften

Siedepunkt: 71 · 71-73 °C35 mm Hg(lit.)
Dichte: 0.825 g/mL · 0.825 g/mL at 25 °C(lit.)
Brechungsindex: 20 · n20/D 1.423(lit.)
Flammpunkt: 123 °F · 123 °F
storage temp.: 2 · Sealed in dry,2-8°C
Löslichkeit: Chloroform (Slightly), Ethyl Acetate (Slightly)
pka: 15.38 · 15.38±0.10(Predicted)
Aggregatzustand: Liquid
Farbe: Clear colorless
Wichte: 0.825 · 0.825
Wasserlöslichkeit: soluble
BRN: 1732034 · 1732034
Stabilität: Hygroscopic
InChI: 1S/C5H14OSi/c1-7(2,3)5-4-6/h6H,4-5H2,1-3H3
InChIKey: ZNGINKJHQQQORD-UHFFFAOYSA-N
SMILES: C[Si](C)(C)CCO
CAS Datenbank: 2916 · 2916-68-9(CAS DataBase Reference)
NIST chemische Informationen: -2 · Trimethyl-2-hydroxyethylsilane(2916-68-9)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 57 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information2-(Trimethylsilyl)-ethanol: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Sicherheitsdaten

wgk: 3
tsca: No
ridadr: UN 1987 3/PG 3
hs_code: 29310095
RTECS-Nr.: KM5480000
risk_code: 10-36/37/38
Toxizität: mouse,LD50,intraperitoneal,1122mg/kg (1122mg/kg),Doklady Akademii Nauk SSSR. Proceedings of the Academy of Sciences of the USSR. For English translation, see DBIOAM and DKBSAS. Vol. 229, Pg. 1011, 1976.
hazard_code: Xi,F
hazard_note: Flammable
safety_code: 16-37/39-26-24/25
hazard_class: 3
packing_group: III
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Flam. Liq. 3

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden2-(Trimethylsilyl)ethanol is a protecting reagent for carboxyl, phosphoryl, hydroxyl, and amino groups. It participates in the reactions of Phenol and Acid Protection, Alcohol Protection, Hemiacetal Protection, Amine Protection, Enol Ether Synthesis, Carbohydrate Chemistry etc.

Darstellung · 1 Eintrag

synthetischeThree methods of preparation have been reported: (a) from the treatment of ethyl bromoacetate with zinc followed by the reaction with chlorotrimethylsilane1 and subsequent reduction of the resultant ethyl trimethylsilylacetate with lithium aluminum hydride2,3 or borane¨Ctetrahydrofuran(eq 1); (b) from the hydroboration/oxidation or oxymercuration/demercuration of vinyltrimethylsilane (eq 2); and (c)most conveniently, by the reaction of the Grignard reagent formed from (chloromethyl)trimethylsilane with paraformaldehyde (eq 3).